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Search results; 521 homes in Chesapeake City

Top guest favourite
Room in Chesapeake City
Cafe on the Bay - breakfast included!
1 bedroom, 1 bed, 1 shared bathroom
2–7 Aug
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4.95 out of 5 average rating, 211 reviews
Top guest favourite
Room in Chesapeake City
Cafe on the Bay 2- breakfast included!
1 queen bed, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 311 reviews
Top guest favourite
Home in Chesapeake City
McReynolds-Woods House -Private 3 Bedroom Home
3 bedrooms, 4 beds, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 61 reviews
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Home in Chesapeake City
Historic Victorian Walkability Chesapeake City
5 bedrooms, 6 beds, 4 bathrooms
10–15 Aug
5.0 out of 5 average rating, 13 reviews
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Flat in Chesapeake City
The Pearl: A hip & cozy canal-side apartment
2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Chesapeake City
The Ferry Slip House
2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
4.96 out of 5 average rating, 71 reviews
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Cottage in Chesapeake City
Bohemia Bungalow
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jul
5.0 out of 5 average rating, 123 reviews
Guest favourite
Home in Chesapeake City
The Mint Cottage in Chesapeake City
3 bedrooms, 4 beds, 3 bathrooms
26–31 Jul
4.9 out of 5 average rating, 113 reviews
Top guest favourite
Home in Chesapeake City
Modish Cottage - Walk to everything!
2 bedrooms, 2 queen beds, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Home in Chesapeake City
Floral Canal-Facing Hideaway
2 bedrooms, 4 beds, 1 bathroom
26–31 Jul
New place to stay
Top guest favourite
Home in Chesapeake City
The Chandler House
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
4.98 out of 5 average rating, 63 reviews
Top guest favourite
Guest suite in Chesapeake City
Benson House on Bohemia Ave (Back Deck)
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 119 reviews
Guest favourite
Home in Chesapeake City
Captain’s Cottage Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
21–26 Jul
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Chesapeake City
Chesapeake City Charm at the Boho House!
3 bedrooms, 3 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Room in Chesapeake City
Benson House on Bohemia Ave. - Front
1 king bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 144 reviews
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Home in Chesapeake City
Breathtaking views!
5 bedrooms, 7 beds, 6 bathrooms
17–22 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Chesapeake City
Hygge Haven: A cozy apartment in a canal-side town
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.94 out of 5 average rating, 124 reviews
Guest favourite
Home in Chesapeake City
HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn
5 bedrooms, 8 beds, 3 bathrooms
20–25 Jul
4.9 out of 5 average rating, 51 reviews
Home in Elkton
The C&D Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
New place to stay